[reaction: see text] A new tandem reaction was developed for the carbocyclization reaction of propargylic zinc reagents. First, we have shown that zinc salt promotes the Brook rearrangement into the carbanionic species followed by a stereospecific Zn-ene-allene carbocyclization reaction to lead to the corresponding cyclopentylmethylzinc derivatives. A single diastereoisomer is formed, even when a tertiary and a quaternary center are linked in the process.
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Unger et al. (2005) studied this question.
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